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Joe GagnonOverview

On this episode of the Duct Tape Marketing Podcast, John Jantsch interviews Joe Gagnon, co-founder and CEO of Raynmaker, an AI-native sales platform built specifically for small businesses. Joe shares how AI can take over the hardest part of running a small business—consistent, reliable selling—without sacrificing trust or human connection. They discuss AI-powered call handling, 24/7 coverage, better customer conversations, and why this technology may finally give small business owners their lives back.

About the Guest

Joe Gagnon is the co-founder and CEO of Raynmaker, where he’s building the first AI-native sales platform for small business. A longtime technology and customer experience leader, Joe is focused on combining AI, workflow, and human-centered design to help small business owners sell more, work less, and deliver better customer experiences.

Actionable Insights

  • Small business owners didn’t start a business to “do sales.” Most want to deliver their craft and end up overwhelmed by lead follow-up, quoting, and closing.
  • AI-native doesn’t mean “all AI, all the time.” Rainmaker uses AI for the conversational and learning components, but most of the platform is sales workflow and data integration.
  • Pricing is designed to replace headcount, not add to it. At roughly $500–$1,000/month, it aims to be cheaper than hiring a person to answer phones—while covering 24/7/365.
  • Trust comes from better answers, not just a human voice. Customers call because they want fast, clear information and reassurance. If AI can deliver that, many callers are satisfied.
  • AI can improve sales and support together. Customers don’t separate “sales” from “support” when they dial; Rainmaker can handle both flows through the same number.
  • AI conversations can be brand-tuned. The system can be trained on the owner’s voice, tone, and brand language, and adjusted for accent, gender, and style.
  • Learning over time is the real superpower. Call transcripts and patterns can surface common objections, effective responses, regional differences, and new opportunities.
  • “Outbound” can be redefined around customer timing. Instead of cold calls, think call-backs on forms, instant responses when interest is high, and follow-up on the customer’s schedule.
  • This tech is about giving owners their life back. Less after-hours selling, fewer missed calls, and more predictable revenue.

Great Moments (with Timestamps)

  • 00:21 – Why Reinvent Sales for Small Business?
    How owners end up trapped doing sales they never wanted to do.
  • 02:21 – What “AI-Native Sales Platform” Really Means
    Joe explains AI components vs. workflow and why it matters.
  • 03:54 – Leveling the Playing Field for Small Business
    Giving small firms big-company sales capability at a fraction of the cost.
  • 05:47 – Automation vs. Authenticity
    Balancing AI automation with trust, empathy, and real answers.
  • 08:11 – When AI Support Actually Feels Better Than Humans
    Why customers just want fast, relevant help—no matter who (or what) delivers it.
  • 11:15 – Learning from Every Call
    Using transcripts and models to improve responses and spot patterns over time.
  • 12:32 – Sales Use Cases: Inbound, Scheduling, and Payments
    How AI can handle the full sales flow, not just FAQs.
  • 14:46 – Will Customers Prefer Talking to AI First?
    Exploring a future where AI handles Q&A before any human gets involved.
  • 17:31 – First Steps for Overwhelmed Small Business Owners
    Phased adoption: answering/summary, then scheduling, payments, and full integration.
  • 19:30 – Why This Tech Might Be the “Car After the Horse and Buggy”
    Framing AI as the next major productivity leap for small businesses.

Insights

“Most small business owners didn’t start their business to sell—they started it to serve. Sales just got in the way.”

“If the AI gives you better, faster answers than a human, the customer doesn’t really care what’s behind the curtain.”

“We’re not trying to manipulate buyers; we’re trying to inform them so they can make better decisions.”

“The dream is: no more answering the phone at midnight, no more selling from the sidelines at your kid’s game.”

“Technology should remove friction and extend your capabilities—not make life more complicated.”

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